2-Cyclopentene-1-acetic acid

Base Information

• Chemical Name: 2-Cyclopentene-1-acetic acid
• CAS No.: 13668-61-6
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 2916209090
• European Community (EC) Number: 237-146-1
• NSC Number: 60126
• DSSTox Substance ID: DTXSID00864427
• Nikkaji Number: J22.889C
• Mol file: 13668-61-6.mol

Synonyms:2-Cyclopentene-1-acetic acid;13668-61-6;2-(cyclopent-2-en-1-yl)acetic acid;2-cyclopent-2-en-1-ylacetic acid;Cyclopent-2-enylacetic acid;EINECS 237-146-1;2-Cyclopenten-1-ylacetic acid;Cyclopentene-3-acetic acid;SCHEMBL459030;cyclopent-2-ene-1-acetic acid;DTXSID00864427;CHEBI:176857;(Cyclopent-2-en-1-yl)acetic acid;2-(2-cyclopentenyl)-ethanoic acid;NSC60126;2-(cyclopent-2-en-1-yl)aceticacid;MFCD00001400;NSC 60126;NSC-60126;2-(1-cyclopent-2-enyl)-acetic acid;2-Cyclopentene-1-acetic acid, 98%;AKOS000121261;AKOS016890718;AS-61745;CS-0147114;FT-0760525;EN300-21654;E77921;J-006881;F8881-4682;Z104507506

Chemical Property of 2-Cyclopentene-1-acetic acid

Chemical Property:

• Appearance/Colour: colourless liquid with an unpleasant smell
• Vapor Pressure: 0.0148mmHg at 25°C
• Melting Point: 19 °C(lit.)
• Refractive Index: n20/D 1.468(lit.)
• Boiling Point: 238 °C at 760 mmHg
• PKA: 4.61±0.10(Predicted)
• Flash Point: 143.1 °C
• PSA: 37.30000
• Density: 1.104g/cm³
• LogP: 1.42730
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Cyclopent-2-en-1-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(C=C1)CC(=O)O

Technology Process of 2-Cyclopentene-1-acetic acid

There total 20 articles about 2-Cyclopentene-1-acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

2-cyclopentene-1-acetic acid methyl ester (20006-85-3) → (cyclopent-2-eneyl)acetic acid (13668-61-6)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; Cooling with ice; Inert atmosphere;

DOI:10.3987/COM-18-S(T)85

Reference yield: 91.0%

(3aα,6α,6aα)-hexahydro-6-(phenylthio)-2H-cyclopentafuran-2-one (75600-37-2) → (cyclopent-2-eneyl)acetic acid (13668-61-6)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 17h; Ambient temperature;

DOI:10.1021/jo00315a001

Reference yield: 84.0%

(3aα,6a,6aα)-hexahydro-6-(phenylseleno)-2H-cyclopentafuran-2-one (65234-92-6) → (cyclopent-2-eneyl)acetic acid (13668-61-6)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 3h; Ambient temperature;

DOI:10.1021/jo00315a001

upstream raw materials:

cyclopent-2-enyl-malonic acid

carbon dioxide

Δ²-Cyclopentenyl-carbinylchlorid

norborn-5-en-2-one

Downstream raw materials:

(3aα,6a,6aα)-hexahydro-6-(phenylseleno)-2H-cyclopentafuran-2-one

8-<(methoxyphenyl)thio>-2-oxabicyclo<3.3.0>octane-3-one

2-<<(4-methoxyphenyl)thio>methyl>-2,3-dihydrobenzofuran

6-Phenylsulfanyl-hexahydro-cyclopenta[b]furan-2-one

Refernces

• 1、 Shen, Cong,Lu, Xiunan,Zhang, Jian,Ding, Liyuan,Sun, Yaling,Zhong, Guofu. "Bidentate auxiliary-directed alkenyl C-H allylation: Via exo-palladacycles: Synthesis of branched 1,4-dienes". supporting information. p. 13582 - 13585. Retrieved 2019/11/14.
• 2、 Trend, Raissa M.,Ramtohul, Yeeman K.,Stoltz, Brian M.. "Oxidative cyclizations in a nonpolar solvent using molecular oxygen and studies on the stereochemistry of oxypalladation". . p. 17778 - 17788. Retrieved 2007/10/03.